[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol

Base Information

• Chemical Name: [1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol
• CAS No.: 1000023-98-2
• Molecular Formula: C₁₅H₂₃NO₄
• Molecular Weight: 281.352
• Mol file: 1000023-98-2.mol

Synonyms:[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol

Chemical Property of [1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol

There total 4 articles about [1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(±)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol (117955-09-6) → (-)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol (920112-97-6) + [1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol (1000023-98-2)

Guidance literature:

(±)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol; With Di-p-toluoyl-L-tartaric acid; In ethanol; at 75 - 78 ℃;

With sodium hydroxide; In Isopropyl acetate; for 0.5h; Overall yield = 25 g;

Reference yield:

1,2,3-trimethoxybenzene (621-23-8) → (-)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol (920112-97-6) + [1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol (1000023-98-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sulfuric acid; acetic acid / 20 - 25 °C

2.1: boron trifluoride diethyl etherate; sodium tetrahydroborate / diethylene glycol dimethyl ether / 0 - 55 °C / Inert atmosphere

2.2: 15 - 55 °C / Inert atmosphere

2.3: 15 - 55 °C / Inert atmosphere

3.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere

3.2: 80 - 85 °C

3.3: 0.5 h / 50 - 55 °C

4.1: Di-p-toluoyl-L-tartaric acid / ethanol / 75 - 78 °C

4.2: 0.5 h

With sodium tetrahydroborate; Di-p-toluoyl-L-tartaric acid; sulfuric acid; boron trifluoride diethyl etherate; acetic acid; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; ethanol; diethylene glycol dimethyl ether;

Reference yield:

(±)-trans-1-methyl-4-(2,4,6-trimethoxyphenyl)piperidin-3-ol (113225-08-4,113225-12-0,113225-18-6,113225-19-7,117955-02-9,234771-34-7) → (-)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol (920112-97-6) + [1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol (1000023-98-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; methanesulfonyl chloride / tetrahydrofuran / 0 - 5 °C / Inert atmosphere

1.2: 80 - 85 °C

1.3: 0.5 h / 50 - 55 °C

2.1: Di-p-toluoyl-L-tartaric acid / ethanol / 75 - 78 °C

2.2: 0.5 h

With Di-p-toluoyl-L-tartaric acid; methanesulfonyl chloride; triethylamine; In tetrahydrofuran; ethanol;

upstream raw materials:

(±)-trans-[1-methyl-3-(2,4,6-trimethoxyphenyl)pyrrolidin-2-yl]methanol

1-methyl-4-(2,4,6-trimethoxyphenyl)-1,2,3,6-tetrahydropyridine

1,2,3-trimethoxybenzene

(±)-trans-1-methyl-4-(2,4,6-trimethoxyphenyl)piperidin-3-ol

Refernces